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Tetracaine hydrochloride

Product Name
Tetracaine hydrochloride
CAS No.
136-47-0
Chemical Name
Tetracaine hydrochloride
Synonyms
TETRACAINE HCL;Dimethylaminoethyl;anacel;tonexol;decicain;anethaine;curtacain;decicaine;menonasal;PANTOCAINE
CBNumber
CB1373091
Molecular Formula
C15H25ClN2O2
Formula Weight
300.82
MOL File
136-47-0.mol
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Tetracaine hydrochloride Property

Melting point:
149°C
Density 
1.1279 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
2-8°C
solubility 
alcohol: solublesoluble 40 parts of solvent
pka
8.39(at 25℃)
form 
Solid
color 
White to Almost white
Water Solubility 
Soluble in water at 50mg/ml
Merck 
14,9188
InChI
InChI=1S/C15H24N2O2.ClH/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3;/h6-9,16H,4-5,10-12H2,1-3H3;1H
InChIKey
PPWHTZKZQNXVAE-UHFFFAOYSA-N
SMILES
C1(C=CC(NCCCC)=CC=1)C(=O)OCCN(C)C.Cl
LogP
3.649 (est)
CAS DataBase Reference
136-47-0(CAS DataBase Reference)
EPA Substance Registry System
Tetracaine hydrochloride (136-47-0)
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Safety

Hazard Codes 
T
Risk Statements 
25-36-43-42/43
Safety Statements 
26-36/37-45-36/37/39-22-53
RIDADR 
2811
WGK Germany 
3
RTECS 
DG4900000
HazardClass 
6.1
PackingGroup 
III
HS Code 
29224999
Toxicity
LD50 i.p. in mice: 70 mg/kg (Dawes); also reported as LD50 in female mice (mg/kg): 13 i.v.; 35 s.c. (Bopp)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H319Causes serious eye irritation

H336May cause drowsiness or dizziness

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1129
Product name
Tetracaine hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
1g
Price
$270
Updated
2024/03/01
Sigma-Aldrich
Product number
1650006
Product name
Tetracaine hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
T1688
Product name
Tetracaine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$36
Updated
2024/03/01
TCI Chemical
Product number
T1688
Product name
Tetracaine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$89
Updated
2024/03/01
Sigma-Aldrich
Product number
T7508
Product name
Tetracaine hydrochloride
Purity
≥99%
Packaging
5g
Price
$53.9
Updated
2024/03/01
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Tetracaine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

Tetracaine hydrochloride is a white, crystalline powder, odourless; hygroscopic; it has a slightly bitter taste and causes local numbness after being placed on the tongue. Soluble in water, soluble in ethanol (~750 g/l), practically insoluble in ether. even in the absence of light, it is gradually degraded on exposure to a humid atmosphere, the decomposition being faster at higher temperatures.

Originator

Anestesia topica,Miro

Uses

Tetracaine hydrochloride is a local anesthetic used topically in opthalmology.It is a highly effective local anesthetic that reversibly blocks nerve function. It is clinically used for infiltration anesthesia, nerve block anesthesia, epidural anesthesia, etc. Compared with procaine, its local anesthesia effect is remarkable. Tetracaine hydrochloride has been widely used in clinical practice.

Definition

ChEBI: Tetracaine hydrochloride is a benzoate ester. It is a potent local anesthetic of the ester type used for surface and spinal anesthesia.

Application

Tetracaine hydrochloride is also known as ropivacaine hydrochloride, pantocaine, pantocaine and four ropivacaine hydrochloride. It is easily soluble in water and ethanol, but insoluble in ether, benzene. Tetracaine hydrochloride is a local anesthetic with long-acting ester. In addition, procaine is widely used in clinical, but because of its poor permeability and poor narcotic performance, a small tetracaine was found in 1930 found.
Tetracaine hydrochloride can be used for topical anesthesia, and 0.05%-0.1% tetracaine hydrochloride can provide long-term and good effect of surface anesthesia. Meanwhile, tetracaine hydrochloride is still widely used in ophthalmic surface anesthesia, which has a long time for surface anesthesia and sensory resistance.

Preparation

Synthesis of tetracaine hydrochloride using 4-Methyl-2-pentanone as starting material: To the reaction kettle, first add 320.0kg of methyl isobutyl ketone, then add 40.0kg (207mol) of 4-Butylaminobenzoic acid and 56.8kg of anhydrous potassium carbonate in turn, heat the oil bath to 116°C for reflux reaction for 4h, stop heating, and react for a while. Cool for 0.5h, then add 38.3kg (266mol) of 2-Dimethylaminoethyl Chloride Hydrochloride, continue to heat to 116°C for reflux reaction for 4h, and cool to below 30°C after the reaction is complete, then add deionized water 127.0 kg stirred for 30min, left standing for 1h, separated the organic layer, dried and concentrated to obtain an oily substance, then added 169.0kg of acetone and stirred, adjusted the pH value with concentrated hydrochloric acid to 3-4, and precipitated a large number of crystals, which continued to crystallize for 12h after freezing. , centrifugal filtration and drying to obtain 53.0kg of white solid which is tetracaine hydrochloride, the yield is 85.07%, and the HPLC purity is 99.34%.

Therapeutic Function

Local anesthetic

General Description

Tetracaine hydrochloride is a local anesthetic drug and an ester derivative of p-amino benzoic acid. It acts by interfering with the entry of sodium ions into nerve cells and is one of the commonly used topical anesthetics.

Biological Activity

tetracaine hcl is a potent local anaesthetic and a channel function allosteric inhibitor.tetracaine hydrochloride is a calcium channel protein inhibitor and blocks voltage-sensitive release of ca2+ from sarcoplasmic reticulum. tetracaine is a potent local

Biochem/physiol Actions

Blocks voltage-sensitive release of Ca2+ from sarcoplasmic reticulum.

Contact allergens

Amethocaine is a local anesthetic used in dental surgery. It was reported as an agent of contact dermatitis in dentists or dental nurses and in ophthalmologists

Side effects

Tetracaine hydrochloride is in the ester-type local anesthetic family of medications. It works by blocking the sending of nerve impulses. common side effects include Transient stinging, burning, and conjunctival redness, eye irritation, eye pain, ocular discomfort. Allergic reactions may uncommonly occur. Long term use is generally not recommended as it may slow healing of the eye. It is unclear if use during pregnancy is safe for the baby.

Health effects

Tetracaine hydrochloride (TTC) is a long-lasting local anesthetic commonly used for topical anesthesia, which is water-soluble, has strong penetrability and a good anesthetic effect. However, TTC has a higher cytotoxicity compared with other local anesthetics due to its high permeability. Previous studies have reported that TTC exerts a cytotoxic effect on certain cell types, such as human corneal stromal cells and human corneal epithelial cells, inducing apoptosis and necrosis. Research jave found that large doses of intrathecal TTC increase the concentration of glutamate in cerebrospinal fluid, thereby causing neuronal injury in rabbits. In addition, AMPA receptor activation was revealed to be involved in TTC-induced neurotoxicity in the spinal cord. TTC-induced apoptosis may be triggered through Fas death receptors and mediated by Bcl-2 family proteins, in a mitochondria-dependent pathway. TTC-induced human corneal epithelial (HCEP) cell apoptosis via a death receptor-mediated mitochondrion-dependent pathway. Low concentrations of TTC induced the apoptosis of human T-lymphoma cells, whereas a higher concentration of TTC induced necrosis[1].

Clinical claims and research

Topical administration of Tetracaine Hydrochloride Ophthalmic Solution, USP 0.5% results in localized temporary anesthesia. The maximum effect is achieved within 10–20 seconds after instillation, with efficacy lasting 10–20 minutes. Duration of effect can be extended with repeated dosing.

References

[1] Ran Zhang. “Tetracaine hydrochloride induces macrophage pyroptosis through caspase?1/11?GSDMD signaling pathways.” Experimental and therapeutic medicine 26 3 (2023): 428.

Tetracaine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Tetracaine hydrochloride manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Tetracaine HCl 136-47-0
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-09-23
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Tetracaine hydrochloride 136-47-0
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%-101%; CP
Supply Ability
500KGS
Release date
2021-06-28
Jinan Million Pharmaceutical Co., Ltd
Product
Tetracaine hydrochloride 136-47-0
Price
US $1.00/kg
Min. Order
0.10000000kg
Purity
99%
Supply Ability
200KG
Release date
2024-07-23

136-47-0, Tetracaine hydrochlorideRelated Search:

4-AMINOAZOBENZENE HYDROCHLORIDE 4-Aminobenzoic acid Ethylparaben Tris(trimethylsilyl)phosphate 4-(BUTYLAMINO)BENZOIC ACID 3-Dimethylaminopropylamine Tetracaine Dimethylamine hydrochloride Topotecan hydrochloride D-Glucosamine hydrochloride Ethyl acetate Ethanol Glycine ethyl ester hydrochloride Proparacaine hydrochloride 4-(Butylamino)-benzoic acid, methyl ester Tetracaine for system suitability 4-(Methylamino)benzoic acid Anthranilic acid

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